{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,10,19]],"date-time":"2026-10-19T01:45:00Z","timestamp":1792374300713,"version":"4.4.0"},"reference-count":47,"publisher":"MDPI AG","issue":"12","license":[{"start":{"date-parts":[[2025,6,14]],"date-time":"2025-06-14T00:00:00Z","timestamp":1749859200000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Molecules"],"abstract":"<jats:p>This study investigates the influence of weak hydrogen bonds on the conformational properties and spectral characteristics of cannabidiol (CBD). Using a combination of FTIR and NMR spectroscopy, we analyze the effects of intramolecular hydrogen bonding, particularly the O-H\u2219\u2219\u2219\u03c0 interactions, on the molecular behavior of CBD in chloroform solution. FTIR spectra reveal distinct \u03bds(O-H) stretching bands at 3603 cm\u22121 and 3425 cm\u22121, corresponding to free and hydrogen-bonded -OH groups, respectively, with experimental results aligning closely with computational data for CBD conformers. Notably, conformer 1a predominates in solution, with weaker hydrogen bonding observed for the -OH(B) group compared to -OH(A). Additionally, the formation of -OH\u2219\u2219\u2219\u03c0 hydrogen bonds affects key vibrational bands in the 1700\u20131300 cm\u22121 region. NMR analysis shows significant shifts in proton and carbon signals, emphasizing the influence of hydrogen bonding on CBD\u2019s electronic environment. The observed changes in coupling constants, although subtle, further highlight the impact of these interactions on spin\u2013spin coupling. Overall, these findings provide deeper insights into the structural and electronic factors governing CBD\u2019s behavior in solution, offering a basis for future studies on hydrogen bonding in biomolecules and their pharmacological implications.<\/jats:p>","DOI":"10.3390\/molecules30122591","type":"journal-article","created":{"date-parts":[[2025,6,16]],"date-time":"2025-06-16T05:28:33Z","timestamp":1750051713000},"page":"2591","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":14,"title":["Impact of O-H\u00b7\u00b7\u00b7\u03c0 Hydrogen Bond on IR and NMR Parameters of Cannabidiol: Theoretical and Experimental Study"],"prefix":"10.3390","volume":"30","author":[{"given":"Aneta","family":"Buczek","sequence":"first","affiliation":[{"name":"Faculty of Chemistry and Pharmacy, University of Opole, 48, Oleska Street, 45-052 Opole, Poland"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-9420-5191","authenticated-orcid":false,"given":"Kacper","family":"Rzepiela","sequence":"additional","affiliation":[{"name":"Faculty of Chemistry and Pharmacy, University of Opole, 48, Oleska Street, 45-052 Opole, Poland"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-6252-3822","authenticated-orcid":false,"given":"Teobald","family":"Kupka","sequence":"additional","affiliation":[{"name":"Faculty of Chemistry and Pharmacy, University of Opole, 48, Oleska Street, 45-052 Opole, Poland"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-4092-3593","authenticated-orcid":false,"given":"Ma\u0142gorzata A.","family":"Broda","sequence":"additional","affiliation":[{"name":"Faculty of Chemistry and Pharmacy, University of Opole, 48, Oleska Street, 45-052 Opole, Poland"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"1968","published-online":{"date-parts":[[2025,6,14]]},"reference":[{"key":"ref_1","doi-asserted-by":"crossref","first-page":"196","DOI":"10.1021\/ja01858a058","article-title":"Structure of Cannabidiol, a Product Isolated from the Marihuana Extract of Minnesota Wild Hemp. 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